Category: Triazoles

Zhao, Qing-Jie published the artcileDesign, synthesis, and antifungal activities of novel 1H-triazole derivatives based on the structure of the active site of fungal lanosterol 14α-demethylase (CYP51), Related Products of triazoles, the publication is Chemistry & Biodiversity (2007), 4(7), 1472-1479, database is CAplus and MEDLINE.

A series of fluconazole analogs I (R² = H, R⁴ = H; R² = Me, R⁴ = H; R² = H, R⁴ = Me; R² = F, R⁴ = H; R² = H, R⁴ = F; R² = Cl, R⁴ = H; R² = H, R⁴ = Cl; R² = Br, R⁴ = H; R² = H, R⁴ = Br; R² = H, R⁴ = CMe₃; R² = F, R⁴ = F) were prepared and assayed for antifungal activity. They were designed by computational docking experiments to the active site of the cytochrome P 450 14α-sterol demethylase (CYP51), whose crystal structure is known. Preliminary biol. tests showed that most of the target compounds exhibit significant activities against the eight most-common pathogenic fungi. Thereby, the most potent congener, 1-[(4-tert-butylbenzyl)(cyclopropyl)amino]-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol I (R² = H, R⁴ = CMe₃), was found to exhibit a broad antifungal spectrum, being more active against Candida albicans, Candida tropicalis, Cryptococcus neoformans, Microsporum canis, and Trichophyton rubrum (MIC₈₀<0.125 μg/mL) than the standard clin. drug itraconazole. The observed affinities of the lead mols. towards CYP51 indicate that a cyclopropyl residue enhances binding to the target enzyme. These results may provide some guidance for the development of novel triazole-based antifungal lead structures.

Chemistry & Biodiversity published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C13H12BClO3, Related Products of triazoles.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Zhao, Qing-jie published the artcileSynthesis of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[(cyclopropyl)(benzyl)amino]-2-propanol derivatives and test of their antifungal activity, Quality Control of 86386-77-8, the publication is Dier Junyi Daxue Xuebao (2009), 30(2), 198-201, database is CAplus.

A method for the synthesis of the title compounds [i.e., α-[[(phenylmethyl)(cyclopropyl)amino]methyl]-α-(2,4-difluorophenyl)-1H-1,2,4-triazole-1-ethanol derivs] is reported here. A cyclopropyl group was introduced in order to study the antifungal activity of the compounds thus prepared The target compounds were characterized by NMR, MS, elemental anal. Eight fungi were used for in vitro anti-fungal test. The compounds thus prepared showed antifungal activity, especially to the deep infection fungi, and had an MIC value <0.125 μg/mL against Candida albicans (showing thus antifungal activity 4 times higher than that of fluconazole and similar to that of terconazole).

Dier Junyi Daxue Xuebao published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C13H16O2, Quality Control of 86386-77-8.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Yu, Jen-Kan published the artcileA remarkable ligand orientational effect in osmium-atom-induced blue phosphorescence, Synthetic Route of 219508-27-7, the publication is Chemistry – A European Journal (2004), 10(24), 6255-6264, database is CAplus and MEDLINE.

Os^II-based carbonyl complexes cis(CO),trans(N_py,N_py),cis(N_tz,N_tz)-[Os(CO)₂(bptz)₂] (1), cis(CO),cis(N_py,N_py),trans(N_tz,N_tz)-[Os(bptz)₂(CO)₂] (2), and cis(CO),trans(N_py,N_py),cis(N_tz,N_tz)-[Os(CO)₂(fptz)₂] (3), where bptz and fptz denote 3-tert-butyl-5-(2-pyridyl)- and 3-trifluoromethyl-5-(2-pyridyl)-1,2,4-triazolate, resp., were designed and synthesized in an effort to achieve high efficiency, room-temperature blue phosphorescence. Although 1 and 2 are geometric isomers, remarkably different excited-state relaxation pathways were observed Complex 1 exhibits strong phosphorescence in MeCN (Φ_p ∼ 0.47) and as a single crystal at room temperature, whereas complex 2 is nearly nonemissive under similar conditions. The associated relaxation dynamics were comprehensively studied by spectroscopic and relaxation dynamics as well as by theor. approaches. The authors’ results lead the authors to the conclusion that for complex 2, the loose bolt effect of metal-ligand bonding interactions plays a crucial role in the fast radiationless deactivation of this type of geometrical isomer. Fine adjustment can also be achieved by functionalizing the ligands so that the electron-withdrawing nature of the CF₃ group in 3 stabilizes the HOMO of the triazolate moiety, thus moving the emission further into the pure blue region; this results in highly efficient phosphorescence and renders 3 particularly attractive for application in blue OLED devices.

Chemistry – A European Journal published new progress about 219508-27-7. 219508-27-7 belongs to triazoles, auxiliary class Trifluoromethylated Building Blocks, name is 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, and the molecular formula is C18H28B2O4, Synthetic Route of 219508-27-7.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ferris, James P. published the artcileRibopyranosyldiaminomaleonitrile: a key intermediate for the synthesis of nucleosides, Quality Control of 53817-16-6, the publication is Journal of the Chemical Society, Chemical Communications (1978), 1094-6, database is CAplus.

H₂NC(CN):C(NH₂)CN with D-ribose in MeOH containing AcOH (18h, 25°) gave 51% of the title compound I. Sequential treatment of I with Ac₂O (pyridine, 2 h, 0-5°, yield 49%) and isopentyl nitrite (MeOH, 20 min, room temperature) gave 37% β- and 20% α-II. Two related imidazole ribosides were also prepared from I.

Journal of the Chemical Society, Chemical Communications published new progress about 53817-16-6. 53817-16-6 belongs to triazoles, auxiliary class Triazoles, name is 1H-1,2,3-Triazole-4,5-dicarbonitrile, and the molecular formula is C4HN5, Quality Control of 53817-16-6.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Hoste, S. published the artcileESCA spectra of pyrazole-copper complexes, Quality Control of 63598-71-0, the publication is Conference on Coordination Chemistry (1987), 103-8, database is CAplus.

The N 1s, C 1s, and Cu 2p ESCA spectra are presented for a series of 7 Cu(II)-pyrazole-NCO complexes. The core level binding energies in these complexes, together with those in the free ligand trimethylpyrazole are discussed in terms of at. charges derived from partial orbital electronegativity and in terms of the relaxation potential model.

Conference on Coordination Chemistry published new progress about 63598-71-0. 63598-71-0 belongs to triazoles, auxiliary class Triazole, name is 4H-1,2,4-Triazole, and the molecular formula is C2H3N3, Quality Control of 63598-71-0.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Michlewska, Sylwia published the artcileRuthenium metallodendrimers with anticancer potential in an acute promyelocytic leukemia cell line (HL60), Quality Control of 219508-27-7, the publication is European Polymer Journal (2017), 39-47, database is CAplus.

Ruthenium belongs to the family of metals widely used in anticancer therapy (platinum, arsenic, antimony, bismuth, gold, vanadium, iron, rhodium, titanium, gallium). This paper deals with a new kind of ruthenium terminated carbosilane dendrimers (CRD), consisting of carbosilane dendrons functionalized with N-, NH₂-donor monodentate and N,N-chelating ruthenium complexes. The biophys. characterization, hemolytic activity and the cytotoxicity towards cancer (HL-60) and normal (B-14) cell lines of CRDs have been determined The data indicate that: (1) generation 0 metallodendrimers are the most effective drugs, being non-toxic for normal cells but induced significant cytotoxicity (>90%) in cancer cells; (2) an increase of generation leads both increased cytotoxicity of CRDs and the leveling of the difference in their action on normal and cancer cells; (3) coordination modes of ruthenium in a dendrimer scaffold did not correlate with their cytotoxicity towards normal and cancer cells. Results suggest that ruthenium dendrimers can be considered as alternative anticancer therapeutic agent.

European Polymer Journal published new progress about 219508-27-7. 219508-27-7 belongs to triazoles, auxiliary class Trifluoromethylated Building Blocks, name is 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, and the molecular formula is C8H5F3N4, Quality Control of 219508-27-7.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Zhong, Wendy published the artcileInfluence of differently ionized species on fragmentation pathways and energetics of a potential adenosine receptor antagonist using a triple quadrupole and a multistage LTQ-Orbitrap FTMS instrument, Computed Properties of 377727-87-2, the publication is Journal of Heterocyclic Chemistry (2009), 46(4), 591-598, database is CAplus.

A systematic study was conducted to study the influence of differently ionized species on the fragmentation pathways and energetics of a piperazine-containing adenosine by using different cations or anions. Very different fragmentation mechanisms were observed in protonated- vs. sodiated-mols., which indicated that the proton is mobilized to promote the charge-direct fragmentation, whereas Na⁺ cation was fixed at the heterotricyclic ring structure provoking charge-remote fragment ions. This finding was also supported by the results observed in the fragmentation behaviors in the deprotonated-mol. The energetics of these fragment ions were also explored by using the breakdown curves obtained from the triple quadrupole and LTQ-Orbitrap instrument. The lowest energy pathways in the protonated-mol. [M+H]⁺ involve breaking a C-N bond connecting an ethylene bridge and heterotricyclic ring structure. The lowest energy pathway is the cleavage of a C-O bond connecting the methoxy Et group and phenolic oxygen to form a distonic radical ion for a sodiated-mol. [M+Na⁺]and a deprotonated-mol. [M-H]^–. Probably by choosing the differently ionized species, one can probe different fragmentation channels that can provide addnl. structure information for an unknown impurity and possibly degradation product identification. By comparing the data obtained from triple quadrupole and LTQ-Orbitrap instruments, one can develop further understanding of the differences in the fragmentation behaviors due to the variations in the collision activation-dissociation process. From the side-by-side comparison with the breakdown curves obtained for both instruments, the difference in fragmentation behaviors caused by the difference in dissociation processes that occur in these two types of instruments can be probed. J. Heterocyclic Chem., (2009).

Journal of Heterocyclic Chemistry published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C21H18N4OS, Computed Properties of 377727-87-2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Vidal-Vidal, Angel published the artcileCO₂ Complexes with Five-Membered Heterocycles: Structure, Topology, and Spectroscopic Characterization, HPLC of Formula: 63598-71-0, the publication is Journal of Physical Chemistry A (2017), 121(47), 9118-9130, database is CAplus and MEDLINE.

In a 1st step toward the rational design of macrocyclic structures optimized for CO₂ capture, we systematically explored the potential of 30 five-membered aromatic heterocycles to establish coordinating complexes with this pollutant. The interactions between the 2 moieties were studied in several orientations, and the obtained complexes were analyzed in terms of electron d. and vibrational fingerprint. The former is an aid to provide an in-depth knowledge of the interaction, whereas the latter should help to select structural motifs that have not only good complexation properties but also diagnostic spectroscopic signals.

Journal of Physical Chemistry A published new progress about 63598-71-0. 63598-71-0 belongs to triazoles, auxiliary class Triazole, name is 4H-1,2,4-Triazole, and the molecular formula is C18H34N4O5S, HPLC of Formula: 63598-71-0.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Lai, Qi published the artcile1,2,3-Triazole with linear and branched catenated nitrogen chains – The role of regiochemistry in energetic materials, HPLC of Formula: 84406-63-3, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2021), 128148, database is CAplus.

Two energetic mols. possessing a linear and branched N8 structure were synthesized based on the oxidative coupling of N-aminotriazoles. Despite the same chem. formula and azo functionality, the decomposition temperatures (T_d) of these two regioisomers reflect a gap of more than 80°C. Based on the data of single crystal X-ray diffraction, comparative investigation associated with the bond length and stacking pattern rationalize the different properties of d. and mol. stability. Theor. analyses, e.g., charge distribution and Hirshfeld surface, were carried out subsequently to gain more insight into the regiochem. of catenated nitrogen-atom chains. The difference of charge distribution between two mols. caused by regional heterogeneity is the main reason for their different stabilities.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, HPLC of Formula: 84406-63-3.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Vallano, Antoni published the artcileAn update on adenosine A_2A receptors as drug target in Parkinson’s disease, Recommanded Product: 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, the publication is CNS & Neurological Disorders: Drug Targets (2011), 10(6), 659-669, database is CAplus and MEDLINE.

A review. Adenosine receptors are G protein-coupled receptors (GPCRs) that mediate the physiol. functions of adenosine. In the central nervous system adenosine A_2A receptors (A_2ARs) are highly enriched in striatopallidal neurons where they form functional oligomeric complexes with other GPCRs such us the dopamine D₂ receptor (D₂R). Furthermore, it is assumed that the formation of balanced A_2AR/D₂R receptor oligomers are essential for correct striatal function as the allosteric receptor-receptor interactions established within the oligomer are needed for properly sensing adenosine and dopamine. Interestingly, A_2AR activation reduces the affinity of striatal D₂R for dopamine and the blockade of A_2AR with specific antagonists facilitates function of the D₂R. Thus, it may be postulated that A_2AR antagonists are pro-dopaminergic agents. Therefore, A_2AR antagonists will potentially reduce the effects associated with dopamine depletion in Parkinson’s disease (PD). Accordingly, this class of compounds have recently attracted considerable attention as potential therapeutic agents for PD pharmacotherapy as they have shown potential effectiveness in counteracting motor dysfunctions and also displayed neuroprotective and anti-inflammatory effects in animal models of PD. Overall, we provide here an update of the current state of the art of these A_2AR-based approaches that are under clin. study as agents devoted to alleviate PD symptoms.

CNS & Neurological Disorders: Drug Targets published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C11H16BNO3, Recommanded Product: 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics